(S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Base Information

• Chemical Name: (S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid
• CAS No.: 190319-95-0
• Molecular Formula: C12H16BrNO4S
• Molecular Weight: 350.233
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50370326
• Wikidata: Q82157523
• Mol file: 190319-95-0.mol

Synonyms:190319-95-0;(S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid;Boc-L-2-(5-Bromothienyl)alanine;Boc-2-(5-bromothienyl)-L-alanine;(2S)-3-(5-bromothiophen-2-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;Boc-3-(5-bromothien-2-yl)-L-alanine;SCHEMBL539422;(s)-n-alpha-t-butoxycarbonyl-2-(5-bromothienyl)alanine;DTXSID50370326;HHNNFRCLMQFXBA-QMMMGPOBSA-N;Boc-Ala{2-Thienyl(5-Br)}-OH;MFCD01320846;AKOS015948887;PS-12520;CS-0313261;A50225;Boc-L-2-(5-Bromothienyl)alanine (Boc-L-2Thi(5-Br)-OH);(S)-3-(5-Bromothiophen-2-yl)-2-(BOC-amino)propanoic acid;3-(5-Bromothiophen-2-yl)-N-(tert-butoxycarbonyl)-L-alanine;(S)-3-(5-bromo-thiophen-2-yl)-2-ter t-butoxycarbonylamino-propionic acid;(S)-3-(5-bromothiophen-2-yl)-2-(tert-butoxycarbonylamino)propanoic acid;(S)-3-(5-bromothiophen-2-yl)-2-[(tert-butoxycarbonyl)amino]propionic acid;(2S)-3-(5-bromothiophen-2-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;2-Thiophenepropanoic acid, 5-bromo-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]-, (alphaS)-;2-Thiophenepropanoicacid,5-bromo-a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(as)-

Chemical Property of (S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 8.76E-10mmHg at 25°C
• Melting Point: 70.3 °C
• Boiling Point: 473.8 °C at 760 mmHg
• Flash Point: 240.4 °C
• PSA: 103.87000
• Density: 1.494 g/cm³
• LogP: 3.42190
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 348.99834
• Heavy Atom Count: 19
• Complexity: 345

Purity/Quality:

99% ^*data from raw suppliers

(S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(S1)Br)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(S1)Br)C(=O)O

Technology Process of (S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid

There total 2 articles about (S)-3-(5-Bromothiophen-2-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid (154593-58-5) → (S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionic acid (190319-95-0,261380-16-9)

Guidance literature:

With aq. alkali;

DOI:10.1007/BF00807581

Reference yield:

2-acetylamino-3-(5-bromo-[2]thienyl)-propionic acid (190319-93-8) → (S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionic acid (190319-95-0,261380-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.1 M potassium phosphate buffer / 24 h / 40 °C / acylase I (E_.C_. 3.5.1.14, from Aspergillus melleus), pH: 7.5-8

2: 60 percent / aq. alkali

With potassium phosphate buffer;

DOI:10.1007/BF00807581

Reference yield: 78.0%

(S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionic acid (190319-95-0,261380-16-9) + L-Histidine methyl ester (1499-46-3) → (S)-2-[(S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester (190320-10-6)

Guidance literature:

With diethyl dicarbonate;

DOI:10.1007/BF00807581

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-3-(5-bromothiophen-2-yl)propanoic acid

2-acetylamino-3-(5-bromo-[2]thienyl)-propionic acid

Downstream raw materials:

(S)-2-[(S)-3-(5-Bromo-thiophen-2-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester